Vacation rentals with a pool in Wailua

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Popular amenities for Wailua rentals with a pool

House rentals with a pool

Superhost
A comfortable living area is furnished with a gray sectional sofa and two rattan chairs adorned with tropical prints. A round coffee table sits in the center, while large sliding glass doors provide a view of the ocean and access to the outdoor space.
Home in Poipu
4.9 out of 5 average rating, 100 reviews

Ocean View Cottage Wlk To Poipu & Brenneckes Beach

DanielleRating, 5 stars2 weeks ago
Beautiful place and location…spend the week on the large lanai soaking in the sound of the waves! House was well stocked with both kitchen supplies and beach supplies (chairs, wagon, toys, boogie board) which made a beach vacation with 4 little children very enjoyable and easy! Loved the outdoor hose to spray off the sand after a day at the beach and the outdoor shower was an added bonus! A few of the overhead fans could not be turned up from a low setting making it quite warm on some of the nights -a few box fans/portable fans would help significantly to move around the house when it gets warm but otherwise everything was amazing and would stay here again!
Superhost
A charming beach cottage is shown against a sunset sky. The exterior features white siding with dark trim and a well-maintained yard. A pathway leads to the entrance, lined with vibrant tropical plants, enhancing the inviting feel of the property.
Home in Poipu
4.92 out of 5 average rating, 133 reviews

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

ShelleyRating, 5 stars1 week ago
We really did enjoy our stay here, it was easy to check in and it’s about a mile away from some very delicious restaurants and shops. The rec center is down the street and the pictures are as described. Brandon is very responsive and quickly answers your questions and gives useful information. The cottage was quaint, clean, and very cozy and relaxing. It was very clean, however I did have an issue with some things that weren’t thoroughly cleaned and wiped down. I’m very particular as I’m very allergic to dust so I mentioned this to Brandon and he offered to have his cleaner go back and fix the spots that weren’t thoroughly cleaned missed. However it wasn’t anything major as I’m just picky. The kitchen and bedrooms were immaculate and looked brand new. There are tons of supplies in the house and in the garage, which I loved. Brandon was so kind, due to this issue the owner came by and gave my kids candy and a book to read. It was very thoughtful and sweet. Overall great experience.
Top guest favorite
Home in Poipu
4.98 out of 5 average rating, 126 reviews

Poipu Custom Home, Central AC & Pool/Gym

DaleRating, 5 stars2 weeks ago
Absolutely beautiful! A wonderful place to stay with all the amenities you could ask for - everything down to finite details made this place a peaceful place to stay. We will be back.
Guest favorite
Home in Poipu
4.91 out of 5 average rating, 163 reviews

Poipu Family Entertainment Home, AC, Walk to Beach

JustinRating, 5 stars1 month ago
Nice spot for a family of 5 on an island adventure. the seacoast is a short walk and along the coast there is a hiking (or trail running) trails that can go 5+ miles. we never used the beach in front of the nearby hotel as it is rough, but walked to and snorkel at Poipu. the house has games, and a private backyard.
Guest favorite
An outdoor patio area is visible, featuring a round dining table shaded by a red umbrella and surrounded by six chairs. The space is framed by lush tropical plants, and an open layout reveals a view of the interior living area beyond.
Home in Poipu
4.93 out of 5 average rating, 125 reviews

Private Home - Poipu Beach Paradise, Sleeps 6

AmyRating, 5 stars3 weeks ago
We stayed our last night in Kauai at Jake's place, and it was nice to have somewhere very close to the beach while still feeling very private and peaceful. The only noises heard were the chickens. They have air conditioning as well, which made for a comfortable sleeping situation after having spent the last week in an un-air conditioned space that at times felt too warm and humid to be comfortable. We didn't make use of the kitchen, but it was a nice space. Not sure about the pans/dishes but the sitting area was comfortable. The bathrooms were nice a clean, and the beds were comfortable. We did book this last minute, and so we felt that the rate was well worth the amenities and comfort.
Guest favorite
A plunge pool is situated in a side courtyard, surrounded by wooden decking and foliage. Two lounge chairs are placed on the deck, inviting relaxation. The blue exterior of the house is visible in the background, complementing the tranquil atmosphere.
Home in Kapaʻa
4.96 out of 5 average rating, 185 reviews

Sleeping Giant Cottage with Plunge Pool TNVC 1244

BrianRating, 5 stars3 weeks ago
We loved our stay! We could have stayed 2 weeks. Loved the plunge pool feature and garden. Chilling out on the screen porch was so relaxing. We enjoyed making dinner in the modern kitchen and watching movies in the comfortable living room. Driving into Kapa’a was quick and easy either north or south route. Understand that Kauai is windy most of the time; the pool will have leaves fall into it all day. Just net them out before each dip.
Guest favorite
A clear blue pool is surrounded by a fenced area, with palm trees swaying gently nearby. A covered structure is visible in the background, providing shaded seating. The sky is partly cloudy, highlighting the lush greenery of the surrounding landscape.
Home in Kauai
4.93 out of 5 average rating, 109 reviews

Sunset Waterfall House In Kauai

JaceRating, 5 stars6 days ago
North island in princeville is beautiful, it’s away from cities so more expensive amenities and not that many choices but we felt it was more of an authentic island experience. Great beaches. A few Good restaurants nearby. (Happy talk and the pizza place next door) Home is wonderful. Better than expected. Host and home owners were great.
Guest favorite
A large swimming pool is surrounded by lush tropical foliage and palm trees. The clear water reflects the sky and surrounding landscape. Lounge chairs are positioned along the poolside, offering a space for relaxation under the bright blue sky.
Home in Princeville
4.89 out of 5 average rating, 156 reviews

Ocean & Mountain Views - Near Beach! FAST WIFI

RogerRating, 5 stars1 month ago
Kurt was a great host! Clear communication and easy instructions to follow. The whole process was seamless and stress free. They have instructions waiting for you when you arrived. If it wasn’t for their tip on how single lane bridges work, I would have been so confused. Beautiful views and great location. Will definitely book again when I make another trip to Kauai.

Condo rentals with a pool

Top guest favorite
A swimming pool is surrounded by lush tropical landscaping, featuring lounge chairs along the perimeter. A splash area is visible, with a child exploring the shallow end. Nearby, a hot tub provides an additional relaxation option, while a swimming aid is positioned for accessibility.
Condo in Kapaʻa
4.95 out of 5 average rating, 223 reviews

Breezy Oceanfront Pono Kai Resort Condo for 2

NellineRating, 5 stars1 month ago
This is the third time we stayed at Deb’s place. We were here for a month this time. We get in the ocean every morning — with the currents and waves, we stay close to shore — and it’s a great way to wake up! The local restaurants and fruit stand supply our breakfasts. We used Deb’s beach chairs on Anini, Lydgate, and Poipu beaches. You really can’t beat the location. It’s so close to restaurants, right on the bike trail, and easy to get to the north or south parts of the island. The big recliners are very comfortable and the kitchen has everything we needed. The pool and hot tub are very nice too. Deb was super responsive to anything we needed. She is super quick to respond and if anything needs attention, she is on top of it right away. We loved being on the 2nd floor, with the nice view and privacy. The elevator was a big help when moving in with our luggage. We used the facility washing machine and dryer twice and they worked just fine. A great stay.
Guest favorite
A spacious bedroom features a large bed with decorative linens and a ceiling fan overhead. Natural light enters through the window draped with light gray curtains. A wooden dresser and mirror accent the room, adding warmth to the bright, inviting space.
Condo in Kapaʻa
4.87 out of 5 average rating, 173 reviews

Plantation Hale is the Heart of Kauai. UnitA8

RandyRating, 5 stars3 weeks ago
Joe is a great host and has a great rental and it is in a great spot adjacent to the Coconut Market. Highly recommend!
Superhost
A view of a pool surrounded by lounge chairs, set against a backdrop of palm trees and a sandy beach. The ocean is visible in the distance, with greenery framing the scene. Soft clouds are present in the blue sky.
Condo in Kapaʻa
4.81 out of 5 average rating, 288 reviews

2 BEDROOM, OCEAN FRONT, AMAZING VIEWS !

MichaeleRating, 5 stars2 weeks ago
highly recommend this place- beautiful setting right on the beach, third floor with elevator-beautiful sunrises, just downstairs is beach to walk along. It is convenient to airport, and you can easily drive to other areas on the island. Kitchen and condo has basic household supplies like some kitchen staples, laundry soap. Michael responds almost immediately to questions and follows up on things as needed.
Guest favorite
A well-maintained pool area is surrounded by a low fence, with lounge chairs positioned at the water's edge. The pool's inviting shape reflects the surrounding greenery, while the three-story condo building is visible in the background, showcasing several balconies.
Condo in Kapaʻa
4.89 out of 5 average rating, 277 reviews

Kauai Getaway Condo

ElaineRating, 5 stars1 week ago
We had a great time here! It was our first time on the island and the Airbnb was in a great location to go all over -- Waimea canyon, Port Allen, Ha'ena state park, etc. The parking spot was easy to find too. Safeway was conveniently across the street to get groceries and the beach was nice to view the sunrise from. We did hikes daily and the in unit laundry was extremely useful and A/C highly appreciated. The kitchen was nice and spacious and perfect for making breakfast. The hosts thought of basically everything, including a new dishwashing sponge! We only had to pick up paper towels from the store. The hosts were also flexible with check in and checkout times which worked well with our flight times. Overall the Airbnb was well stocked, well located, and the hosts were helpful and responsive. We would happily stay here again!
Guest favorite
A swimming pool is surrounded by lush greenery, featuring clear blue water and a well-maintained deck. Several lounge chairs are positioned around the pool area, and a few umbrellas provide shade. The sky is bright and sunny, enhancing the inviting atmosphere.
Condo in Kapaʻa
4.9 out of 5 average rating, 228 reviews

Tropical Condo Central Location-Makai facing lanai

CynthiaRating, 5 stars2 days ago
The condo was in a convenient location, near the airport and easy access to other places on Kauai. Solomon gave good explanations/instructions and quick replies to all questions.
Top guest favorite
An aerial view showcases the oceanfront location of the resort, with crystal blue waters and the Anini Beach reef visible. The surrounding greenery and several condominium units are seen, along with a swimming pool and parking area, emphasizing the tranquil coastal setting.
Condo in Princeville
4.98 out of 5 average rating, 275 reviews

Sea and Sky Kauai, an Oceanfront Penthouse

RachelRating, 5 stars2 weeks ago
My husband and I stayed here for part 2 of our honeymoon trip. It was everything we could’ve asked for and more! Such a beautiful space and wonderful location!
Guest favorite
A clear blue swimming pool is surrounded by textured stone flooring. Thatched-roof structures and lounge chairs line the pool area, with tropical greenery visible in the background. Overcast skies add a soft, diffused light to the scene, highlighting the tranquility of the setting.
Condo in Kapaʻa
4.87 out of 5 average rating, 203 reviews

Blue Ocean Breeze Entire Studio 1-minute to beach!

ChristianRating, 5 stars1 month ago
We loves this Studio!!! We immediately felt like home. The studio is equipped with anything you could possible need and is located beautifully. No matter if you want to explore the south or north of the island, this Airbnb is perfectly located and even has a really nice market place, café/roastery and restaurants right next to it. From our point of view, this Airbnb is a 10/10 recommendation!
Superhost
A refreshing swimming pool is surrounded by concrete decking, featuring an inviting turquoise hue. Several white lounge chairs are arranged around the pool, with palm trees and lush greenery providing a tropical backdrop. A shaded umbrella is positioned near the pool for added comfort.
Condo in Kapaʻa
4.78 out of 5 average rating, 150 reviews

Kaua’i Cruzin

DanielRating, 5 stars1 month ago
Lovely condo in Kapa’a with a short walk to the beach where you can watch the sunrise. Spacious living room, good kitchen, nice bedroom and bathroom. Great, responsive hosts!

Quick stats about vacation rentals with a pool in Wailua

  • Total rentals

    780 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    26K reviews

  • Family-friendly rentals

    270 properties are a good fit for families

  • Rentals with dedicated workspaces

    430 properties have a dedicated workspace

  • Wifi availability

    780 properties include access to wifi

Destinations to explore

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